HCID 67290257, compound → HCID 67290361, compound

HRID 1036973Notes

Reaction equation

HRID 1036973 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-])=O)[CH:13]=1)[CH2:6][C:5]2([CH3:22])[CH3:21]>[Fe].C(O)C.O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]([C:12]1[CH:13]=[C:14]([NH2:18])[CH:15]=[CH:16][CH:17]=1)[CH2:6][C:5]2([CH3:22])[CH3:21]

Participants

4

Reactant 1

HCID 67290257HCID 67290257, compound

Product 1

HCID 67290361HCID 67290361, compoundYield 95.9%

Reagents, catalysts & solvents 2

HCID 23925IronCatalyst2×HCID 19096565Water ethanolSolvent

Procedure

Iron powder (43.0 g, 762 mmol), ethanol/water (3:1, 720 ml) and 6-chloro-4,4-dimethyl-2-(3-nitro-phenyl)-1,2,3,4-tetrahydro-quinoline (24.1 g, 76 mmol) were heated to reflux for 2 h. iron powder was filtered and the solvent was removed to afford 3-(6-chloro-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenylamine as yellow solid (20.9 g, yield: 90%).

Workup

  1. filtrationwas filtered
  2. customthe solvent was removed

Sources & evidence

ORD record
ord-ea92eaa2752f48e3bd3ff698ddeac37d
Source dataset
uspto-grants-2013_10
Patent number
US08546427B2

Reaction notes

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